HCID 13578788, compound → HCID 178456096, compound

HRID 980229Notes

Reaction equation

HRID 980229 reaction equation
[O:1]=[C:2]([C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[C:13]=1[NH:22][C:23](=O)[C@@H:24]([NH:27][C:28](=[O:34])[O:29][C:30]([CH3:33])([CH3:32])[CH3:31])[CH2:25][CH3:26])[CH2:3][C:4](=[O:11])[NH:5][C:6]1[S:7][CH:8]=[CH:9][N:10]=1>CN(C)C1C=CN=CC=1.O1CCCC1>[OH:1][C:2]1[C:12]2[C:13](=[C:14]([C:18]([F:21])([F:20])[F:19])[CH:15]=[CH:16][CH:17]=2)[N:22]=[C:23]([C@@H:24]([NH:27][C:28](=[O:34])[O:29][C:30]([CH3:33])([CH3:31])[CH3:32])[CH2:25][CH3:26])[C:3]=1[C:4]([NH:5][C:6]1[S:7][CH:8]=[CH:9][N:10]=1)=[O:11]

Participants

4

Reactant 1

HCID 13578788HCID 13578788, compound

Product 1

HCID 178456096HCID 178456096, compoundYield 88.1%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Using the procedure of Step C of Example 3, 8 g of the product of Step B, 80 ml of tetrahydrofuran and 1.9 g of 4-dimethylaminopyridine were reacted to obtain 6.8 g of 1,1-dimethylethyl N-[(S) 1-[4-hydroxy-3-[(2-thiazolyl-amino)-carbonyl]-8-(trifluoromethyl]-quinolin-2-yl]-propyl]-carbamate melting at 260°-262° C. and having a specific rotation of [α]D =+66.5°±2.5° (c=0.7% in CH3COOH).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-23e5bbdb9643435cbf4f6f926bde3112
Source dataset
uspto-grants-1987_01
Patent number
US04636512

Reaction notes

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